Want to enter Paint Annapolis 2019?


Paint Annapolis 2018: June 3-10

Paint Annapolis is a week-long, juried plein air painting competition held in June, that brings to Annapolis painters from around the world. For 14 years it has been a premier event, joining artists and patrons of the arts together to share in the vibrancy of outdoor painting. Hundreds of residents and visitors come out to watch the artists explore, in paint, the special colonial architecture, marine atmosphere, and overall energy of Maryland’s capital city.

Dueling Brushes: Sunday, June 3

Dueling Brushes is a three-hour quick draw event where artists paint downtown historic Annapolis. Come out to see the artist at work and to view completed paintings at Susan B Campbell Park alongside the First Sunday Arts Festival!

7:30am – 9am: Artists check-in at Circle Gallery

9am – 11:30pm: Artists paint in historic Annapolis.

12:30pm-2pm: Artwork exhibited at Susan B Campbell park

Public Artists Sign Up to Paint Here

Artists Instructions - Dueling Brushes

 Click this icon to view and print the downloadable map.

Paint the Bay: Tuesday, June 5

Join us at Annapolis Maritime Museum for the Paint the Bay reception. This exhibition will feature artworks completed by juried artists featuring the Chesapeake Bay. Paint the Bay is free and open to the public.

Sponsored by the Junior League of Annapolis

6-8pm: reception at Annapolis Maritime Museum

Nocturne: Wednesday, June 6

Come out after sundown and watch the artists paint the night. While your here, be sure to check out Dinner Under the Stars hosted by the Inner West Street Association. Watch paint fly while you dine!

11:00am – 7pm: Artists check-in at Circle Gallery

After sundown: Artists paint on West St and Main St

Image by Kenneth Tom (right)

Public Artists Sign Up to Paint Here

Artists Instructions - Nocturne

 Click this icon to view and print the downloadable map.

Art on the Avenue: Thursday, June 7

Be sure to check out paintings of historic Annapolis at the Art on the Avenue block party. Maryland Avenue will be closed to traffic and lined with artwork, food, and vendors. Hosted by the Maryland Avenue and State Circle Association.

Beginning at 10am: Artists check-in at Circle Gallery (artists may also get canvases stamped the night before)

5:30-8pm: block party on Maryland Avenue

Collector’s Reception: Friday, June 8

Be the first to view the work created during Paint Annapolis. The collector’s reception is your opportunity to grow your art collection, or even get it started! Everyone who attends the reception will receive a $50 discount on Paint Annapolis artwork purchased June 8-10, or on our website. While you’re here make sure to meet all of our juried artists!

purchase tickets here

6:30-9pm: Reception at Circle Gallery

Public Exhibitions:
Saturday and Sunday, June 9-10

Artwork created during Paint Annapolis will be on exhibit at Circle Gallery. The exhibition is free and open to the public, so be sure to stop by!

Saturday, June 9, 11am-5pm: exhibition can be viewed at  Circle Gallery

Sunday, June 10, Mimosas and Muffins! 11am-1pm: Paint Annapolis Exhibition ends at 4 pm.
Exhibition can be viewed at  Circle Gallery

Receptions and Sponsorship

Are you looking to grow your art collection? Or just starting out?

The Paint Annapolis Collector’s reception is your opportunity to be the first to view Paint Annapolis artworks. Everyone who attends the collector’s reception will receive a $50 discount on any painting purchased June 9-11.

purchase tickets here

(All Paint Annapolis Sponsors will receive a ticket to the Collector’s reception, see below)

Looking to Sponsor?

The success of all of our Paint Annapolis Competitions is largely owed to the support of our sponsors. If you are interested in sponsoring Paint Annapolis, please click below to learn more.

Become A Sponsor

Thank you to our sponsors… we couldn’t do it without you!

Public Painting Events

Paint Annapolis is not just for juried artists, there is a place for everyone to paint! If you are interested in plein air painting, public events are a great opportunity to get out and paint! This year’s public events include Dueling Brushes, the Nocturne, and Art on the Avenue. You can participate in one, two, or all three of these events!
Plus, artists have the opportunity to display artwork for a month at
West Annapolis Artworks and Fine Framing.

A description and schedule of each of these events can be found below.

1 of 3 events: $20 — 2 of 3 events $35 — 3 of 3 events $50

You may register at each event check-in or online.
Paint Annapolis 2018 entrants do not need to pay.

Sign Up to Paint Here

Public Artist Exhibition Instructions

Dueling Brushes: Sunday, June 3th

Dueling Brushes is a 2.5-hour quick draw where artists will paint in downtown historic Annapolis. After the three-hour painting window completed artworks will be exhibited at Susan B Campbell park alongside the First Sunday Arts Festival.

  • 7:30-9am: canvas stamping
    artists should report to Circle Gallery before 9am to check in and have your canvas stamped.
  • 9am-11:30: painting
    Artists are free to paint anywhere in the assigned area. Maps will be distributed at the event.
  • Noon: judging begins
    Judging will begin promptly at noon. All artwork must be framed and displayed on an easel (provided by the artist) at Susan B Campbell Park or the work will not be considered for awards.
  • Noon-2pm: exhibition & sales
    Artwork will be exhibited and up for sale from noon until 2pm.

The Nocturne: Wednesday June 6

The Nocturne is an opportunity for artists to explore Annapolis after sundown. Painting for this event will take place primarily on West Street and Main Street and artists must only paint after sundown. Completed Nocturne artworks will be exhibited by MFA at 186 Main Street for judging.


  • Sundown: painting begins
    Artists are able to paint from sundown to sunrise. You may check in and have canvases stamped Wednesday from 11am-6pm at Circle Gallery.
  • 6pm-10pm: Dinner Under the Stars
    As you set up to paint your nocturne, keep in mind that Dinner Under the Stars will be in full swing. Dinner Under the Stars is an outdoor dining event hosted by the Inner West Street Association. This has always been a popular event for our artists to paint!

Be sure to check them out on Facebook!


Art on the Avenue: Thursday, June 7

Art on the Avenue is an opportunity for artists to paint historic Annapolis and exhibit their work during the Art on the Avenue Street festival.

  • Wednesday, June 6, 2-6pm: canvas stamping
    If you would like to get an early start painting Thursday morning, we suggest that you check in and get your canvases stamped Wednesday afternoon before the Nocturne. Come by Circle Gallery between 2 pm and 6 pm.
  • Thursday, June 8, 11am-5pm: canvas stamping
    If you are unable to have your canvas stamped Wednesday evening, you can come to Circle Gallery Thursday starting at 11am.
  • until 5pm: Painting in historic Annapolis
    Artists are free to paint anywhere in downtown historic Annapolis.
  • 5:30pm: judging begins
    All artist must be back on Maryland Avenue with their completed artwork. Artwork must be framed, stamped, and displayed on the artist’s easel by 5:30 or work will not be judged.



Al GuryAl Gury: Awards Juror

An artist, educator, and author, Al Gury is Chairman of the Painting Department at the Pennsylvania Academy of the Fine Arts. Al received his BA from Saint Louis University, a four-year Certificate from the Pennsylvania Academy of the Fine Arts (PAFA), and an MFA from the University of Delaware.
Al’s work has been featured at the National Academy of Design, the Philadelphia Museum of Art, the National Capitol, and other venues across the country.


Larry Moore: Selection Juror

Moore has a diverse background, combining his years of advertising and design, into his fine art, plein air, and illustration.

Wil Scott: Art on the Avenue Juror

Wil Scott received a BA in Fine Arts and English from Dickinson College and continued his study of the history of art with a MA from the Florida State University and a Ph.D. in the history of American Art from the University of Delaware.  He completed research on his dissertation while a Smithsonian Pre-doctoral Fellow and was later a Curatorial Sabbatical Fellow at the Center for the Advanced Study of the Visual Arts.  During his thirty-year career in the education division at the National Gallery of Art in Washington, DC, where he was the head of the department of adult programs at the time of his retirement, Scott developed an interest in fine art photography.  His work has been exhibited in Canada, France, Switzerland, Hungary, and throughout the United States.

Richard Niewerth: Nocturne Juror

Richard Niewerth, earned a BFA in Painting from Maryland Institute College of Art an MA from the University of Maryland. He served as the Art Department Chair at Anne Arundel Community Collete for 18 years, developing an art major program and initiating many of the art courses currently offered at the college during his tenure. In addition to his many solo and group exhibits, his paintings are included in a number of permanent collections including Maryland State Senate Building, The Permanent College of Maryland Artists at Towson State University, Delaware Museum of Art, Do Museu Nactional de Belas Artes and Do Museu de Arte Moderna, Rio de Janeiro, Brazil.

John Shipman: Dueling Brushes Juror

John Shipman is Associate Director of Development at the University of Delaware where he helps support University related arts programs and initiatives on campus and in the community. Before taking this position, he was the Executive Director at The Delaware Contemporary (formerly the Delaware Center for Contemporary Arts). Prior to locating in Delaware, he was Director of the Art Gallery at the University of Maryland, College Park for 9 years. John has an extensive background in arts education, having taught the fundamentals of art making and content to college and K-12 students, and has organized, curated, and designed hundreds of exhibitions during his tenures at the University of Maryland, the Corcoran College of Art and Design, and The Delaware Contemporary, as well as guest curating at institutions from Philadelphia, PA to Michigan. Mr. Shipman has worked on numerous solo exhibitions with emerging artists, and artists at the height of their careers, while also developing large multi-artist interdisciplinary exhibitions like Sweet: The Graphic Beauty of the Contemporary Rock Poster and What It Is, What It Was: Music Video as Art. He has a BFA in printmaking and drawing.